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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010613Generated: October 29, 2026

Ethyl bromopyruvate → Ethyl 1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(4-fluorophenyl)-1H-imidazole-4-carboxylate

https://huagongshe.com/reaction/1010613

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178511896HCID 178511896—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-(4-fluorophenyl)-1H-imidazole-4-carboxylateHCID 67297295—

Reaction Steps

To a mixture of the compound from Step A and 4.0 g (48 mmol) of sodium bicarbonate in 50 mL of 1,4-dioxane was added 3.0 mL (24 mmol) of ethyl bromopyruvate. The reaction mixture was refluxed overnight. After cooling to room temperature, the solid was filtered off and the filtrate was concentrated in vacuo. Flash chromatography on a Biotage Horizon® system (silica gel, 0 to 50% ethyl acetate in hexanes gradient) gave the title compound as yellow solid. LC/MS 369.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977339B2
Source datasetuspto-grants-2011_07
ORD IDord-d513139fe80c4988b20c515d62146156
Source noteuspto-grants-2011_07